Potassium Carbonate → 242QUINOXALINYLOXYPHENOXYPROPIONICACIDETHYLESTER

HRID 1249111Notes

Reaction equation

HRID 1249111 reaction equation
[OH:1][C:2]1[CH:15]=[CH:14][C:5]([O:6][CH:7]([CH3:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl[C:23]1[CH:32]=[N:31][C:30]2[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=2)[N:24]=1>C(#N)C>[N:24]1[C:25]2[C:30](=[CH:29][CH:28]=[CH:27][CH:26]=2)[N:31]=[CH:32][C:23]=1[O:1][C:2]1[CH:3]=[CH:4][C:5]([O:6][CH:7]([CH3:13])[C:8]([O:10][CH2:11][CH3:12])=[O:9])=[CH:14][CH:15]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 2389382-ChloroquinoxalineHCID 3017597Propanoic acid, 2-(4-hydroxyphenoxy)-, ethyl ester

Product 1

HCID 13488213242QUINOXALINYLOXYPHENOXYPROPIONICACIDETHYLESTERYield 103.6%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

In 50 ml of acetonitrile, 2.1 g of ethyl 2-(4-hydroxyphenoxy)propionate and 1.66 g of potassium carbonate were added and the mixture was refluxed for 1 hour and then, 1.65 g of 2-chloroquinoxaline was added and the mixture was further refluxed for 30 hours. After cooling, the precipitated inorganic salt was separated by a filtration. Acetone was distilled off from the filtrate under a reduced pressure to obtain 3.5 g of the oily residue. The residue was purified by a silica gel column chromatography (developer solvent: chloroform) to obtain 2.6 g (yield 77%) of the object compound.

Workup

  1. temperaturethe mixture was refluxed for 1 hour
  2. temperaturethe mixture was further refluxed for 30 hours
  3. temperatureAfter cooling
  4. customthe precipitated inorganic salt was separated by a filtration
  5. distillationAcetone was distilled off from the filtrate under a reduced pressure

Sources & evidence

ORD record
ord-dde81fade0d143ae801ca2e68c3f0d72
Source dataset
uspto-grants-1986_12
Patent number
US04629493

Reaction notes

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